Cationic cyclization of ketene dithioacetals. A general synthesis of pyrrolizidine, indolizidine, and quinolizidine alkaloid ring systems

Autor:	A. R. Chamberlin, J. Y. L. Chung, H. D. Nguyen
Rok vydání:	1984
Předmět:	chemistry.chemical_compound Quinolizidine chemistry Succinimide Bicyclic molecule Stereochemistry Organic Chemistry Pyrrolizidine Lactam Ketene Epimer Indolizidine
Zdroj:	The Journal of Organic Chemistry. 49:1682-1688
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo00184a002
Popis:	A partir des trimethyleneacetals d'hydroxy-2 ethyl- et d'hydroxy-3 propyl thiocetenes et de succinimide ou de glutarimide, apres reduction et cyclisation, obtention de R-7 pyrrolizidinone-3(A), de R-8 indolizidinone-3, (B), de R-1 indolizidinone-5 et de R-9 quinolizidone-4 (C) (R=dithianne-1,3 ylidene-2). A partir de A, B et C, synthese de (±)-supinidine, (±)-trachelanthamidine, (±)-elaeokanine A et (±)-epi-lupinine-1
Databáze:	OpenAIRE
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